CompChem-Database: compound details

CompChem-Database: details for selected entry

DB08513 (8122)

Formula C₂₀H₁₉N₅O₃

MW 377.4

InChIKey PAIQRYUOBBCBSE-KCOTXZONNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 28

Number_Rings 3

Number_Bonds 49

Rotat_Bonds 8

Unbranched_Chain 1

Chiral_Centers 0

ONatoms 8

HB_Donor 4

HB_Acceptor 5

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 1.23

logP 3.8445

PSA 130.23

MR 105.725

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -51.34917

PM7_Total_Energy_ev -4530.3088

PM7_Electronic_Energy_ev -36134.92802

PM7_Dipole_Debye 3.05178

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.546

PM7_LUMO_Energy_ev -0.93

PM7_COSMO_Area_square_ang 379.42

PM7_COSMO_Volue_cubic_ang 445.77

PM7_Electron_Affinity_ev 0.93

PM7_Ionization_Energy_ev 8.546

PM7_Energy_Gap_ev 7.616

PM7_Global_Hardness_ev 3.808

PM7_Global_Softness_ev 0.26260504201680673

PM7_Chemical_Potential_ev -4.738

PM7_Electronigativity_ev 4.738

PM7_Back_Donation_Energy_ev -0.952

PM7_Electrophilicity_ev 2.9475635504201683

OPENEYE_Name 2-[4-[[5-carbamoyl-4-(3-methylanilino)pyrimidin-2-yl]amino]phenyl]acetic acid

SMILES c1cc(cc(c1)Nc2c(cnc(n2)Nc3ccc(cc3)CC(=O)O)C(=O)N)C

Canonical_SMILES OC(=O)Cc1ccc(cc1)Nc1ncc(c(n1)Nc1cccc(c1)C)C(=O)N

InChI 1/C20H19N5O3/c1-12-3-2-4-15(9-12)23-19-16(18(21)28)11-22-20(25-19)24-14-7-5-13(6-8-14)10-17(26)27/h2-9,11H,10H2,1H3,(H2,21,28)(H,26,27)(H2,22,23,24,25)/f/h23-24,26H,21H2

InChI_3D 1S/C20H19N5O3/c1-12-3-2-4-15(9-12)23-19-16(18(21)28)11-22-20(25-19)24-14-7-5-13(6-8-14)10-17(26)27/h2-9,11H,10H2,1H3,(H2,21,28)(H,26,27)(H2,22,23,24,25)

AuxInfo 1/1/N:19,1,2,5,3,4,6,7,8,20,9,12,11,13,14,10,18,17,15,16,23,21,24,25,22,27,28,26/E:(5,6)(7,8)(26,27)/F:19,1,2,5,3,4,6,7,8,20,9,12,11,13,14,10,18,17,15,16,23,21,24,25,22,28,27,26/E:(5,6)(7,8)/rA:47nCCCCCCCCCCCCCCCCCCCCNNNNNOOOHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1;d3;s4;;;d9;s3d4;s2d8;s6d7;d5s8;s10;;s10;;s12;s11s18;s9d16;d15s16;s17;s14s15;s13s16;d17;d18;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s19;s19;s19;s20;s20;s23;s23;s24;s25;s28;/rC:3.4774,-2.0028,0;3.4745,-3.0028,0;1.742,4.018,0;3.477,4.013,0;2.6069,-1.5002,0;1.7391,3.0128,0;3.4741,3.0078,0;1.7394,-3.0027,0;0,1.0051,0;;2.611,4.513,0;2.6099,-3.5053,0;2.6052,2.5026,0;1.7334,-1.9976,0;.8674,-.4976,0;1.7348,1.0051,0;-.8653,-.5012,0;2.6167,6.513,0;2.6113,-4.5053,0;2.6139,5.513,0;.8674,1.5126,0;1.7348,0,0;-1.732,-.0024,0;.8674,-1.4976,0;2.6023,1.5026,0;-.864,-1.5012,0;1.7522,7.0155,0;3.4842,7.0105,0;3.9108,-1.7534,0;3.9075,-3.2528,0;1.3101,4.2699,0;3.9104,4.2624,0;2.6083,-1.0002,0;1.3047,2.7653,0;3.9071,2.7578,0;1.3071,-3.254,0;-.4337,1.2538,0;2.1113,-4.5061,0;3.1113,-4.5046,0;2.6121,-5.0053,0;3.1139,5.5115,0;2.1139,5.5144,0;-1.7327,.4976,0;-2.1647,-.253,0;.4344,-1.7476,0;3.0346,1.2513,0;3.4857,7.5105,0;

Duplicates DB08513

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08513.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08513.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08513.sdf

Formula	C₂₀H₁₉N₅O₃
MW	377.4
InChIKey	PAIQRYUOBBCBSE-KCOTXZONNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	28
Number_Rings	3
Number_Bonds	49
Rotat_Bonds	8
Unbranched_Chain	1
Chiral_Centers	0
ONatoms	8
HB_Donor	4
HB_Acceptor	5
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	1.23
logP	3.8445
PSA	130.23
MR	105.725
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-51.34917
PM7_Total_Energy_ev	-4530.3088
PM7_Electronic_Energy_ev	-36134.92802
PM7_Dipole_Debye	3.05178
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.546
PM7_LUMO_Energy_ev	-0.93
PM7_COSMO_Area_square_ang	379.42
PM7_COSMO_Volue_cubic_ang	445.77
PM7_Electron_Affinity_ev	0.93
PM7_Ionization_Energy_ev	8.546
PM7_Energy_Gap_ev	7.616
PM7_Global_Hardness_ev	3.808
PM7_Global_Softness_ev	0.26260504201680673
PM7_Chemical_Potential_ev	-4.738
PM7_Electronigativity_ev	4.738
PM7_Back_Donation_Energy_ev	-0.952
PM7_Electrophilicity_ev	2.9475635504201683
OPENEYE_Name	2-[4-[[5-carbamoyl-4-(3-methylanilino)pyrimidin-2-yl]amino]phenyl]acetic acid
SMILES	c1cc(cc(c1)Nc2c(cnc(n2)Nc3ccc(cc3)CC(=O)O)C(=O)N)C
Canonical_SMILES	OC(=O)Cc1ccc(cc1)Nc1ncc(c(n1)Nc1cccc(c1)C)C(=O)N
InChI	1/C20H19N5O3/c1-12-3-2-4-15(9-12)23-19-16(18(21)28)11-22-20(25-19)24-14-7-5-13(6-8-14)10-17(26)27/h2-9,11H,10H2,1H3,(H2,21,28)(H,26,27)(H2,22,23,24,25)/f/h23-24,26H,21H2
InChI_3D	1S/C20H19N5O3/c1-12-3-2-4-15(9-12)23-19-16(18(21)28)11-22-20(25-19)24-14-7-5-13(6-8-14)10-17(26)27/h2-9,11H,10H2,1H3,(H2,21,28)(H,26,27)(H2,22,23,24,25)
AuxInfo	1/1/N:19,1,2,5,3,4,6,7,8,20,9,12,11,13,14,10,18,17,15,16,23,21,24,25,22,27,28,26/E:(5,6)(7,8)(26,27)/F:19,1,2,5,3,4,6,7,8,20,9,12,11,13,14,10,18,17,15,16,23,21,24,25,22,28,27,26/E:(5,6)(7,8)/rA:47nCCCCCCCCCCCCCCCCCCCCNNNNNOOOHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1;d3;s4;;;d9;s3d4;s2d8;s6d7;d5s8;s10;;s10;;s12;s11s18;s9d16;d15s16;s17;s14s15;s13s16;d17;d18;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s19;s19;s19;s20;s20;s23;s23;s24;s25;s28;/rC:3.4774,-2.0028,0;3.4745,-3.0028,0;1.742,4.018,0;3.477,4.013,0;2.6069,-1.5002,0;1.7391,3.0128,0;3.4741,3.0078,0;1.7394,-3.0027,0;0,1.0051,0;;2.611,4.513,0;2.6099,-3.5053,0;2.6052,2.5026,0;1.7334,-1.9976,0;.8674,-.4976,0;1.7348,1.0051,0;-.8653,-.5012,0;2.6167,6.513,0;2.6113,-4.5053,0;2.6139,5.513,0;.8674,1.5126,0;1.7348,0,0;-1.732,-.0024,0;.8674,-1.4976,0;2.6023,1.5026,0;-.864,-1.5012,0;1.7522,7.0155,0;3.4842,7.0105,0;3.9108,-1.7534,0;3.9075,-3.2528,0;1.3101,4.2699,0;3.9104,4.2624,0;2.6083,-1.0002,0;1.3047,2.7653,0;3.9071,2.7578,0;1.3071,-3.254,0;-.4337,1.2538,0;2.1113,-4.5061,0;3.1113,-4.5046,0;2.6121,-5.0053,0;3.1139,5.5115,0;2.1139,5.5144,0;-1.7327,.4976,0;-2.1647,-.253,0;.4344,-1.7476,0;3.0346,1.2513,0;3.4857,7.5105,0;
Duplicates	DB08513
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08513.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08513.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08513.sdf